(+/-)-(7aS,8S,8aR,15aS,15bR)-7a,8,15a,15b-tetrahydro-15b-hydroxy-8-phenyl-5H-<1>benzazepino<4',5':4,5>cyclopenta<1,2-c><1>benzazepine-6,9,15(7H,8aH,14H)-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: (+/-)-(7aS,8S,8aR,15aS,15bR)-7a,8,15a,15b-tetrahydro-15b-hydroxy-8-phenyl-5H-<1>benzazepino<4',5':4,5>cyclopenta<1,2-c><1>benzazepine-6,9,15(7H,8aH,14H)-trione
• 英文别名: (1R,2S,12R,13R,14S)-2-hydroxy-13-phenyl-9,22-diazapentacyclo[12.9.0.02,12.03,8.016,21]tricosa-3,5,7,16,18,20-hexaene-10,15,23-trione
• 化学式: C₂₇H₂₂N₂O₄
• 分子量: 438.483
• InChiKey: BZVXSMHETRHAGD-MUPGJOOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1H-[1]-苯并氮杂卓-2,5(3H,4H)-二酮 、 苯甲醛 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以57%的产率得到(+/-)-(7aS,8S,8aR,15aS,15bR)-7a,8,15a,15b-tetrahydro-15b-hydroxy-8-phenyl-5H-<1>benzazepino<4',5':4,5>cyclopenta<1,2-c><1>benzazepine-6,9,15(7H,8aH,14H)-trione
  参考文献：
  名称：

  Fused [1]Benzazepines. Pentacyclic [1]Benzazepines by Reaction of 1H-[1]Benzazepine-2,5(3H,4H)-dione with Aldehydes

  摘要：

  Condensation reaction of 1H-[1]benzazepine-2,5(3H,4H)-dione (1) with the aromatic aldehydes (2a-e) in the presence of piperidine furnished 4-benzylidene-1H-[1]benzazepine-2,5(3H,4H)-diones (3a-e), whereas in the presence of potassium hydroxide the 7a,8,15a,15b-tetrahydro-15b-hydroxy-5H-[1]benzazepine[4',5',:4,5]-cyclopenta[1,2-c][1]benzazepine-6,9,15(7H,8aH,14H)-triones (4a-e) were formed. The reaction of 1 with formaldehyde yielded the spiro compound (7) as the product of a Diels-Alder dimerization.

  DOI：

  10.3987/com-95-7181

文献信息

• Fused [1]Benzazepines. Pentacyclic [1]Benzazepines by Reaction of 1H-[1]Benzazepine-2,5(3H,4H)-dione with Aldehydes
  作者：Conrad Kunick

  DOI：10.3987/com-95-7181

  日期：——

  Condensation reaction of 1H-[1]benzazepine-2,5(3H,4H)-dione (1) with the aromatic aldehydes (2a-e) in the presence of piperidine furnished 4-benzylidene-1H-[1]benzazepine-2,5(3H,4H)-diones (3a-e), whereas in the presence of potassium hydroxide the 7a,8,15a,15b-tetrahydro-15b-hydroxy-5H-[1]benzazepine[4',5',:4,5]-cyclopenta[1,2-c][1]benzazepine-6,9,15(7H,8aH,14H)-triones (4a-e) were formed. The reaction of 1 with formaldehyde yielded the spiro compound (7) as the product of a Diels-Alder dimerization.